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A 1998 Boston party photo shows a woman with her boyfriend. Her future husband is in it too. - Yahoo Lifestyle Canada

13 Jun 2026
8 minute min
Andrei Miroslavescu
Some old photos get better with age, and a film snapshot from a Boston house party in May 1998 might be the best recent example. Culture A 1998 Boston party photo shows a woman with her boyfriend. Her future husband is in it too. “I was dating the guy in the chair, but I married the guy in the window.” Facebook Share on LinkedIn (Opens in new window) LinkedIn Share on X (Opens in new window)X Flipboard Share on Mail (Opens in new window) Mail Some old photos get better with age, and a film snapshot from a Boston house party in May 1998 might be the best recent example. As Newsweek reported, Brenna Jennings posted the picture to social media last spring under her handle @ogbrenna, and the caption turned it into something much bigger than a throwback. “I was dating the guy in the chair, but I married the guy in the window,” she wrote. The photo shows a young Jennings perched on the arm of a chair, laughing beside her boyfriend at the time. Off to the side, seated quietly near a window, is Steve, the man who would eventually become her husband. The post struck a nerve, racking up more than 9 million views and 238,000 likes, according to Newsweek. View this post on Instagram The picture, likely snapped by her sister, came from the last party Jennings and her roommates threw before leaving their first apartment after college, with everyone about to scatter into new lives. She had been dating the man in the chair for about a month after meeting him at a live music show that spring. “We were young, tan, living in the city and enjoying each other’s company,” she told Newsweek. The man in the window was just her roommate then, and not one she saw much. They worked opposite schedules and crossed paths rarely. “I thought he was quirky and did not for a minute consider him to be my ‘type,’” Jennings said. He did have one running bit she remembered: when her boyfriend left phone messages, her roommate would relay them by announcing that “the model called.” View this post on Instagram The chair relationship fizzled within months as their lives pulled in different directions. Around the same time, the window guy left Boston for a month in California and asked Jennings to hold onto his stereo while he was gone. They started talking more, and the talking started to mean something. “At some point, I realized how funny, smart, and even-keeled he is,” she said. By December, they were officially together, and he moved in soon after. Nearly three decades of marriage later, the couple lives in New England, where they have raised a daughter who is now approaching high school graduation, fostered dozens of puppies, and weathered the usual run of life’s highs and lows together. Asked what she would tell the young woman on the arm of that chair, Jennings did not hesitate. “I’d say first of all, look at how pretty you are! Stop imagining yourself to be too tall, too loud, too much,” she said. The guy in the chair was great-looking, she admitted, but as she put it, “I was no slouch!” For more entertainment and lifestyle content, you can follow @ogbrenna on Threads. Add to Google News Share on Facebook (Opens in new window) Facebook Share on LinkedIn (Opens in new window) LinkedIn Share on X (Opens in new window)X Flipboard Share on Mail (Opens in new window) Mail Tags 1990s love story marriage throwback photo viral Threads post More for You Health A form he signed at the University of Leeds in 2019 just helped save a woman’s life in America Animals A simple explanation why humans have an incredible urge to pet every animal they see Culture Woman swallows AirPod thinking it was a vitamin and decides to film each day until…you know Nostalgia President Ronald Reagan was obsessed with Jelly Belly jelly beans. He ordered 720 bags a month. Wholesome Woman praised her male boss for his response to her period woes. Then the guy’s mom chimed in. 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